Title: Windsor Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,534 Expedia.ca

[Hotels in Windsor](https://expedia.ca/Windsor-Johannesburg-Hotels.0-n553248635974587008-0.Travel-Guide-Filter-Hotels)[Flights to Johannesburg](https://expedia.ca/Cheap-Flights-To-Johannesburg.d6051471.Travel-Guide-Flights)[Things to do in Johannesburg](https://expedia.ca/Things-To-Do-In-Johannesburg.d6051471.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248635974587008.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windsor Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Windsor

Price found within the past 48 hours. Click for updated prices.

![RH Hotel Pretoria](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759046/c7c60a77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### RH Hotel Pretoria

Sunnyside

CA $1,534

per person

May 3 - May 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Johannesburg (JNB)

8/10 Very Good! (140 reviews)

Attached to a small mall which was handy for dining. Supermarket available.The area surrounding the hotel was dubious. Hotel room was clean with fridge. Staff very helpful.

Reviewed on Sep 10, 2025

![Lake Villa Hartebees](https://images.trvl-media.com/lodging/113000000/112550000/112546700/112546640/w828h547x0y0-c0dce71f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Lake Villa Hartebees

CA $2,622

per person

May 3 - May 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Johannesburg (JNB)

No reviews

![The Residence Boutique Hotel](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850353/44c07c28_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Residence Boutique Hotel

Houghton Estate

CA $2,501

per person

Apr 20 - Apr 26

found 2 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Johannesburg (JNB)

9.8/10 Exceptional! (298 reviews)

Everything was amazing!

Reviewed on Jan 30, 2026

![The Peech Hotel](https://images.trvl-media.com/lodging/3000000/2880000/2876500/2876441/2d3ddd0b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Peech Hotel

CA $2,436

per person

Apr 20 - Apr 26

found 2 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Johannesburg (JNB)

9.8/10 Exceptional! (122 reviews)

Really lovely villa. House keeping was fabulous too… loved the turn down with a lovely touch of nougat. Disappointed that my birthday wasn’t recognised with a glass of bubbles. We chattered on WhatsApp pre arriving that it would be made special… we even ate in Pot Luck to celebrate ! ☹️

Reviewed on Feb 24, 2026

![Hyde Johannesburg Rosebank](https://images.trvl-media.com/lodging/57000000/56240000/56231400/56231385/cfd97861_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyde Johannesburg Rosebank

Rosebank

CA $1,719

per person

Apr 20 - Apr 26

found 2 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Johannesburg (JNB)

9.6/10 Exceptional! (151 reviews)

The staff was nice and welcoming but the facility looks like it’s in need of some renovation. It’s looking a a bit the worse for wear and inadequate of bad lighting choices in places like the bathrooms makes the place look like a motel.

Reviewed on Feb 20, 2026

## Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. [Learn more about Windsor](https://expedia.ca/Johannesburg-Windsor.dx553248635974587008)

![Sandton Sunset](https://images.trvl-media.com/place/177935/cd8362eb-4aa5-4dbb-9c3b-4f33e6edbf2d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sandton

4 out of top 10 points of interest in this area

 A noteworthy feature of Sandton is its popular shops. While you're in town, be sure to stop and check out Nelson Mandela Square and Sandton City Mall. 

[Find hotel + flight trips in Sandton](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sandton&DestID=177935&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Panoramic view of Johannesburg, South Africa](https://images.trvl-media.com/place/6154299/ab63399d-7121-45b3-9f4d-4d959d28bf63.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Rosebank

1 out of top 10 points of interest in this area

 Rosebank is known for its ample dining options, and you can make a stop by Rosebank Mall and The Zone @ Rosebank Shopping Center while in the area. 

[Find hotel + flight trips in Rosebank](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Rosebank&DestID=6154299&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![This airport seems to be extremely colorful.](https://images.trvl-media.com/place/179686/18037085-5131-40ab-96fe-daeaa1459786.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### O.R. Tambo

1 out of top 10 points of interest in this area

4/5(29 area reviews)

 While visiting O.R. Tambo, you might make a stop by sights like International Terminal Duty Free Mall and Emperors Palace Casino. 

[Find hotel + flight trips in O.R. Tambo](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=O.R.%20Tambo&DestID=553248635976007229&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial view of Johannesburg, taken from Midrand and facing South towards Sandton.](https://images.trvl-media.com/place/602462/efe899aa-a191-4128-852a-2753211a7c35.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Midrand

1 out of top 10 points of interest in this area

 You'll enjoy the gardens and spas in Midrand. You might want to make time for a stop at Mall of Africa or Kyalami Racetrack. 

[Find hotel + flight trips in Midrand](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Midrand&DestID=602462&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Johannesburg Botanical Garden featuring a park](https://images.trvl-media.com/place/6279643/48ed242c-2424-4e3b-9d53-081fa8dd2a72.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Randburg

 Unique features of Randburg include the golf courses and gardens. Make a stop by Emmarentia Dam or Johannesburg Botanical Garden while you're exploring the area. 

[Find hotel + flight trips in Randburg](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Randburg&DestID=179704&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Windsor Hotel Deals

![City Lodge Hotel at OR Tambo International Airport](https://images.trvl-media.com/lodging/9000000/8410000/8403600/8403573/7cfaa0a7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

City Lodge Hotel at OR Tambo International Airport

Above Multi-Storey Parkade 2, Level 5 Kempton Park Gauteng

CA $217

CA $252 total

Mar 30 - Mar 31

includes taxes & fees

9/10 Wonderful! (1,875 reviews)

Airport hotel very convenient walk from terminal excellent breakfast 4-10

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=8403573&PinnedHotelID=8403573&HadPinnedHotel=true&regionId=553248635974587008)

![Southern Sun O.R Tambo](https://images.trvl-media.com/lodging/1000000/50000/48900/48843/29878d44_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southern Sun O.R Tambo

Airport Grounds, Jones Road, / Kempton Park GP

Fully refundableReserve now, pay when you stay

CA $170

CA $196 total

Mar 22 - Mar 23

includes taxes & fees

8.6/10 Excellent! (1,633 reviews)

Excellent staff, a breakfast spread that is out of this world!

Reviewed on Feb 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=48843&PinnedHotelID=48843&HadPinnedHotel=true&regionId=553248635974587008)

![Protea Hotel by Marriott O.R. Tambo Airport](https://images.trvl-media.com/lodging/4000000/3010000/3003400/3003373/c1c8158d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Protea Hotel by Marriott O.R. Tambo Airport

Corner of York and Gladiator Streets Kempton Park Gauteng

Fully refundableReserve now, pay when you stay

CA $115

CA $133 total

Mar 6 - Mar 7

includes taxes & fees

8.6/10 Excellent! (1,002 reviews)

Rooms were spotless

Reviewed on Feb 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&selected=3003373&PinnedHotelID=3003373&HadPinnedHotel=true&regionId=553248635974587008)

[See all 2,582 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&regionId=553248635974587008)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Windsor vacation package cost?

### How do I get a cheap travel package to Windsor?

### Where should I stay in Windsor?

### What are the top hotels in Windsor?

### How far in advance should I book my Windsor vacation?

### What does an Expedia Windsor travel package include?

### What should I know before booking a Windsor travel package?

### Can I choose my airline with a Windsor Expedia vacation package?

### If I'm not able to travel, can I cancel my Windsor vacation package?

### Discover the most popular places to visit in Windsor

![Gold Reef City which includes a city, a statue or sculpture and art](https://images.trvl-media.com/place/6066843/61f32b36-5b20-4ccf-96d3-5fb1e227324b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Gold Reef City Casino

4.5/5(15 reviews)

Thrilling roller coasters, a 19th-century gold mine, cultural shows and a petting zoo provide entertainment for all ages at this popular theme park.

[](https://expedia.ca/Gold-Reef-City-Casino-Johannesburg-South.d6066843.Vacation-Attraction)

![Great food, drinks and vibe. ](https://images.trvl-media.com/place/177935/de3aca0f-05d4-4521-9e0b-9f82b777c088.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sandton City Mall

4.5/5(29 reviews)

During your visit to Johannesburg, you can enjoy retail therapy at Sandton City Mall. You can attend a sporting event while in the area. 

[](https://expedia.ca/Sandton-City-Mall-Sandton.d6066873.Vacation-Attraction)

![Apartheid Museum featuring art and a city](https://images.trvl-media.com/place/6066839/ec8b7975-cea5-43bf-b13f-ba8118764e21.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Apartheid Museum

4.5/5(29 reviews)

Reflect on the impact and legacy of apartheid and learn about the contribution of Nelson Mandela and others to South Africa's new constitution.

[](https://expedia.ca/Apartheid-Museum-Johannesburg-South.d6066839.Vacation-Attraction)

### Things to do

![Soweto: Guided Bicycle Tour with Lunch](https://mediaim.expedia.com/localexpert/4581314/e06806e3-0533-45bf-ace3-e06b83d2983c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Soweto: Guided Bicycle Tour with Lunch

CA $73

per adult

[](https://expedia.ca/things-to-do/soweto-guided-bicycle-tour-with-lunch.a4581314.activity-details)

![Hartbeespoort Dam: The Luxury Alba Boat Cruise with Food](https://mediaim.expedia.com/localexpert/48577648/28071677-65ae-4199-b78c-780678778309.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hartbeespoort Dam: The Luxury Alba Boat Cruise with Food

CA $72

per adult

[](https://expedia.ca/things-to-do/hartbeespoort-dam-the-luxury-alba-boat-cruise-with-food.a48577648.activity-details)

![From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour](https://mediaim.expedia.com/localexpert/44631798/75b2d10f-d579-4157-a1cb-6d6ed2fe7ef4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour

CA $167

per adult

[](https://expedia.ca/things-to-do/from-johannesburg-rhino-lion-safari-and-wonder-cave-tour.a44631798.activity-details)

[See all activities in Johannesburg](https://expedia.ca/things-to-do/search?rid=553248635974587008)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.